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We did the usual, watch television and play on the computer until about 11pm and we went up to his room. Just like the previous times I’d slept over his double bed was made, two separate covers one for each of us already set up.He suggested that I should try on the underwear we’d brought earlier just to make sure that they fit and we didn’t have to take them back to the shop, so I got them out of my bag and headed towards the door to go to the bathroom.“Where you going?” he asked.“To the bathroom to try these on”, I replied quickly.“Whats the point, just try them on in here, less hassle that way. Oh and lock my door so that no one walks in.”Nervously I took off my trousers and my current boxers and tried on one pair of the boxer briefs, hey fitted well, much more comfortable than I had thought, I really liked them. I took them off and put on the new y-fronts.“Wow, you look sexy in them” Josh said as soon as I had them on.“Erm, thanks” I replied nervously.“Why don’t you come over here. When he placed his fingers near my nipples it was getting erect. I have felt like this only while bathing and now I was scared.But he was very professional, he brushed my breasts and almost got my nipple out as I was moving with discomfort. He asked what my problem was I said nothing and he went behind me. He asked if it’s my first time in a strapped bra, I hesitatingly said yes.He said I have not put it on properly and there is a bend in the strap and that is why I am feeling uncomfortable. Saying so he undid my strap from behind and in reflex, I held my bra covering my breast. He said don’t worry I am just putting the strap straight and then he pulled the straps to latch it.My small breasts were tightly held. I said, “Aahhhhhhh.” I tried controlling but I couldn’t and so it was feeble. I was in shock and he said the measurements are done. I can get it in two days. So I put on the slip and tops. I didn’t want the bra, but I didn’t want to be naked in front of the tailor too as I was.
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